LBF20406AM15

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Upper classes: LB LBF



N- ( (S) - (+) -1-Methylpropyl)arachidonoylamide
LBF20406AM15.png
Structural Information
Systematic Name N- (d-1S-Methylpropyl)- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
Common Name
  • N- ( (S) - (+) -1-Methylpropyl)arachidonoylamide
  • N- ( (S) - (+) -1-Methylpropyl)- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Symbol
Formula C24H41NO
Exact Mass 359.318814939
Average Mass 359.58847999999995
SMILES C(=CCCCC(=O)N[C@H](CC)C)CC=CCC=CCC=CCCCCC
Physicochemical Information
Melting Point colorless oil Sheskin_T et al.
Boiling Point
Density
Optical Rotation [ α ]25
4
   = +7.08° (C=1, EtOH) BergstromS
Refractive Index
Solubility
Source
Chemical Synthesis This compound was synthesized from arachidonoylchloride and (S)-(+)-sec-butylamine. Yield 55%. Sheskin_T et al.
Metabolism
Biological Activity Binding to the brain cannabinoid receptor (CBl), Ki(nM)= 377.2±55.4 Sheskin_T et al.
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.30-5.42 (m, 8H), 5.22 (br s, lH), 3.88-3.98 (m, lH), 2.75-2.90 (m, 6H), 2.00-2.20 (m, 6H), 1.65-1.76 (m, 2H), 1.22-1.50 (m, 8H), 1.12 (d, J=7.5Hz, 3H), 0.82-0.96 (m, 6H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM15 See above. Bergstrom_S 1967
n.a. LBF20406AM15 See above. Sheskin_T et al. 1997


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